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Functional high-molecular light switch and synthesizing method thereof

A synthetic method and polymer technology, applied in the field of new materials, can solve problems such as toxicity and impact, and achieve the effect of great social and economic benefits

Active Publication Date: 2019-01-04
JINLING INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] However, azobenzene molecules also have the defect of photobleaching, that is, the cis-trans reversible transformation driven by ultraviolet light loses its reversible characteristics after several cis-trans transformations, and the application range of small molecules is always limited. The influence of its solubility, intermolecular accumulation and toxicity

Method used

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  • Functional high-molecular light switch and synthesizing method thereof
  • Functional high-molecular light switch and synthesizing method thereof
  • Functional high-molecular light switch and synthesizing method thereof

Examples

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Embodiment 1

[0058] A method for synthesizing a functionalized polymer optical switch, comprising the following steps:

[0059] Step (1): Dissolve a certain amount of p-aminoazobenzene in dichloromethane in a dry environment with a concentration of 1.3M, and add acryloyl chloride dropwise to the system under ice bath conditions, acryloyl chloride: azobenzene The molar ratio of the solution was 1.1:1, and the dropping rate was 5mL / h. After reacting for 6 hours, an excess of ethylenediamine was added, washed several times with saturated brine to remove unreacted acid chloride and ethylenediamine, and the product was extracted with ethyl acetate. After pressure distillation and vacuum drying, pure double bond modified azobenzene derivatives were obtained.

[0060] Step (2): Dissolve a certain amount of N‐hydroxysuccinimide in dichloromethane in a dry environment with a concentration of 1.3M, and add acryloyl chloride dropwise to the system under ice bath conditions, acryloyl chloride: N ‐The...

Embodiment 2

[0063] A method for synthesizing a functionalized polymer optical switch, comprising the following steps:

[0064] Step (1): Dissolve a certain amount of p-hydroxyazobenzene in chloroform in a dry environment with a concentration of 0.1M, and add acryloyl chloride dropwise to the system under ice bath conditions, acryloyl chloride: azobenzene The molar ratio of the solution is 1.5:1, and the addition rate is 15mL / h. Add excess ethylenediamine after 12 hours of reaction, wash with saturated brine several times to remove unreacted acid chloride and ethylenediamine, and extract the product with ethyl acetate. After pressure distillation and vacuum drying, pure double bond modified azobenzene derivatives were obtained.

[0065] Step (2): Dissolve a certain amount of N‐hydroxysuccinimide in chloroform in a dry environment with a concentration of 0.1M, and add acryloyl chloride dropwise to the system under ice bath conditions, acryloyl chloride: N ‐The molar ratio of hydroxysuccini...

Embodiment 3

[0068] A method for synthesizing a functionalized polymer optical switch, comprising the following steps:

[0069] Step (1): Dissolve a certain amount of p-carboxyazobenzene in tetrahydrofuran in a dry environment with a concentration of 10M, add acryloyl chloride dropwise to the system under ice bath conditions, the molar ratio of acryloyl chloride: azobenzene The ratio is 1.2:1, and the dropping rate is 10mL / h. After 2 hours of reaction, excess ethylenediamine is added, washed several times with saturated brine to remove unreacted acid chloride and ethylenediamine, and the product is extracted with ethyl acetate, and after vacuum distillation Vacuum drying to obtain pure double bond modified azobenzene derivatives.

[0070] Step (2): Dissolve a certain amount of N-hydroxysuccinimide in tetrahydrofuran in a dry environment with a concentration of 10M, and add acryloyl chloride dropwise to the system under ice-bath conditions. Acryloyl chloride: N-hydroxysuccinate The molar r...

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Abstract

The invention discloses a functional high-molecular light switch and a synthesizing method thereof, and belongs to the technical field of new materials. The synthesizing method of the functional high-molecular light switch includes the steps of synthesizing an azobenzene derivative modified by dual bonds, synthesizing a succinimide derivative modified by dual bonds, adding hydroxyethyl methylacrylate and N-vinyl pyrrolidone as chain thinners with the azobenzene derivative modified by the dual bonds and the succinimide derivative modified by the dual bonds as the raw amterails, conducting polymerizing through free radicals to obtain the functional high-molecular light switch. The DMSO solution of the copolymer has the capacity of 100 times or more of forward and reverse conversion and has the characteristics of the light switch.

Description

technical field [0001] The invention belongs to the technical field of new materials, and relates to the synthesis of an azobenzene copolymer and the research on its light response characteristics, in particular to a functionalized polymer optical switch and its synthesis method. Background technique [0002] The discovery of azobenzene compounds can be traced back to the 19th century, and it has become an important color developer, intermediate, dye or colorant in many industries such as chemical industry, food, medicine and light industry. There are two isomers of azobenzene: trans isomer and cis isomer. Different spatial arrangements lead to different physical and chemical properties, and the photoisomerization reaction of azobenzene induces a sharp change in the dipole moment (μ 反式偶氮苯 =0.5D, and μ 顺式偶氮苯 =3.1D), which in turn determines the hydrophobic and hydrophilic properties of the trans-isomer and cis-isomer. Trans-azobenzene is not a planar structure, and its two...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/20C08F226/10C08F226/06C08F220/34
CPCC08F220/20C08F226/10C08F226/06C08F220/34
Inventor 胡小红王慧民高子喻庞娟
Owner JINLING INST OF TECH
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